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Merck
CN

128007

1,5-Dibromopentane

97%

Synonym(s):

Pentamethylene dibromide

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About This Item

Linear Formula:
Br(CH2)5Br
CAS Number:
Molecular Weight:
229.94
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-849-7
Beilstein/REAXYS Number:
1209245
MDL number:
Assay:
97%
Form:
liquid
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vapor density

8 (vs air)

assay

97%

form

liquid

refractive index

n20/D 1.512 (lit.)

bp

110 °C/15 mmHg (lit.)

mp

−34 °C (lit.)

density

1.688 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

BrCCCCCBr

InChI

1S/C5H10Br2/c6-4-2-1-3-5-7/h1-5H2

InChI key

IBODDUNKEPPBKW-UHFFFAOYSA-N

General description

1,5-Dibromopentane is a growth supplement for Yarrowia lipolytica 3589, a tropical marine yeast.

Application

1,5-Dibromopentane can be used to prepare:
  • Derivatives of 5-pyrazolones.
  • O-alkylated phloroglucinol derivatives, which forms the core of poly(alkyl aryl ether) dendrimers.
  • Intermediate for dezocine viz, (R)-(+)-1-(5-bromopentyl)-1-methyl-7-methoxy-2-tetralone using 1-methyl-7-methoxy-2-tetralone.

1,5-Dibromopentane was used in the preparartion of 1,5-di-Grignard reagent. It was also used in the synthesis of novel spirocyclic pyrrolidones.


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

174.2 °F - closed cup

flash_point_c

79 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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Aakanksha Vatsal et al.
Yeast (Chichester, England), 28(10), 721-732 (2011-09-10)
Yarrowia lipolytica 3589, a tropical marine yeast, grew aerobically on a broad range of bromoalkanes varying in carbon chain length and differing in degree and position of bromide group. Amongst the bromoalkanes studied, viz. 2-bromopropane (2-BP), 1-bromobutane (1-BB), 1,5-dibromopentane (1,5-DBP)
Synthesis of poly (alkyl aryl ether) dendrimers
Nithyanandhan J and Jayaraman N
The Journal of Organic Chemistry, 67(17), 6282-6285 (2002)
1, 5-Bis (4-dithiocarboxylate-5-hydroxypyrazolyl) pentane Derivatives of 5-Pyrazolones
Avila C, et al.
Journal of Heterocyclic Chemistry, 42(4), 595-597 (2005)



Global Trade Item Number

SKUGTIN
128007-500G04061838725295
128007-100G04061838725288